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Cortona villas
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97 Villa rentals in Cortona

Holiday Homes with a Pool in Cortona, Italy

Plunge into a cool, private pool after working up a massive sweat on the trails at mountain houses in Cortona, Italy.

Colle Degli Ulivi By Geco Vacation Rentals - Cortona
8.8 6 reviews

Colle Degli Ulivi By Geco Vacation Rentals

farm, Cortona
Colle Degli Ulivi farmhouse, near Cortona, Italy, is situated approximately 29 kilometres from Piazza Grande and 40 kilometres from Montepulciano Terme.
This 380-square-metre property boasts seven bedrooms, six bathrooms, and three living rooms, comfortably accommodating up to 27 guests, and includes a private pool, barbecue facilities, free Wi-Fi, and free parking.
Appartamento Il Balcone - Cortona
9.5 36 reviews

Appartamento Il Balcone

gîte, Cortona
This Cortona holiday apartment, part of the Borgo Elena agriturismo, is situated in the olive groves and fruit orchards of the Cortona countryside, a short drive (distance to be specified) from Cortona's historic centre.
The self-catering property offers a double bedroom, bathroom, living room, and fully equipped kitchen, sleeping up to three guests and boasting a private balcony with views, a private outdoor area, shared swimming pool, and on-site laundry facilities.
70 M² Farmhouse ∙ 1 Bedroom ∙ 5 Guests - Cortona
No reviews

70 M² Farmhouse ∙ 1 Bedroom ∙ 5 Guests

farm, Cortona
Accommodation for 5 guests. Your accommodation will be based in Cortona.
Facilities and services: a washing machine, free parking and air conditioning. This accommodation in Cortona is ideal for families.
Villa Virgo By Interhome - Cortona
9.5 2 reviews

Villa Virgo By Interhome

house, Cortona
Villa Virgo, in Cortona, is situated approximately 32 kilometres from Piazza Grande and offers easy access to other Tuscan towns such as Perugia and Montepulciano.
This 250-square-metre property sleeps up to 11 guests and boasts three bedrooms, two bathrooms, a private swimming pool, a garden, parking, and a fully equipped kitchen including a dishwasher, microwave, and fridge; Wi-Fi is also included.

Best Cortona villas and holiday homes with a kitchen

L'orangerie - Cortona
9.6 30 reviews

L'orangerie

house, Cortona
L'Orangerie is situated just outside Cortona, a 400-metre walk from the town centre and a 20-minute drive from Lake Trasimeno.
This family-friendly villa features a private outdoor pool and sun terrace, a garden, a fully equipped kitchenette, air conditioning, free Wi-Fi, private parking, and breakfast available upon request.
Cortona: Uno Sguardo Sull'infinito - Cortona
9.9 108 reviews

Cortona: Uno Sguardo Sull'infinito

house, Cortona
This charming house is situated in Cortona, a picturesque town just 30 kilometres from Perugia Train Station and 37 kilometres from Montepulciano Terme, offering stunning lake views. The property has consistently received excellent user ratings for its cleanliness, location, and overall experience.
The house features three bedrooms and two bathrooms across 140 square metres of living space. Guests can enjoy a fully equipped kitchen, a private terrace and garden, free Wi-Fi, and a washing machine, making it ideal for families or groups of friends seeking a comfortable and convenient stay.
Il Moro Novo, Tuscan Farmhouse Semi Detached - Cortona
9.1 9 reviews

Il Moro Novo, Tuscan Farmhouse Semi Detached

gîte, Cortona
This renovated 1500s country house gîte, offering an exclusive 65 sqm apartment, is located on the edge of a small country village just a few kilometres from Cortona, providing convenient access to major routes for exploring central Italian cities and Tuscan/Umbrian villages. Guests can enjoy exclusive use of a 500 sqm private garden with a small swimming pool and relaxation area, plus air conditioning, internet, and complimentary bicycles for exploring the tranquil Tuscan countryside.
50 M² House ∙ 1 Bedroom ∙ 4 Guests - Cortona
No reviews

50 M² House ∙ 1 Bedroom ∙ 4 Guests

house, Cortona
This holiday villa is located in Cortona on a quiet hillside, surrounded by olive groves and pine forest, with a restaurant 800 metres away and shops 7 kilometres distant.
This 50 square metre cottage accommodates up to four guests in one bedroom and one bathroom, featuring air conditioning, Wi-Fi, a kitchenette with an oven, fridge, and coffee machine, a garden, and a shared outdoor pool available from mid-May to the end of September.

Frequently asked questions about villa rentals in Cortona

  • What are the must-see attractions in and around Cortone?

    Cortona is a beautiful medieval town with many attractions. The Etruscan Museum is a must-see, as is the Palazzo Comunale with its stunning frescoes. For beautiful views, climb to the top of the Fortezza di Cortona, a 13th-century fortress. If you're looking for a day trip, the nearby Trasimeno Lake is a popular destination for swimming, boating, and exploring.
  • What are the best villa rentals in Cortona?

  • What types of wildlife can travelers expect to see in the area of Cortone?

    The area around Cortona is home to a variety of wildlife. You might spot birds of prey like buzzards and kestrels soaring in the sky. In the surrounding countryside, you may encounter wild boar, foxes, and hares. If you're lucky, you might even see a rare Italian wolf.
  • What are the best villa rentals with a pool in Cortona?

  • What is the best time to visit Cortone?

    Cortona is a beautiful town year-round, but the best time to visit is during spring (April-May) or autumn (September-October). The weather is pleasant, and the crowds are smaller. Summer can be hot and crowded, while winter can be chilly and rainy.
  • What are the best villa rentals with a jacuzzi in Cortona?

  • When is it easiest to book a villa rental in Cortone?

    The easiest time to book a villa rental in Cortona is during the shoulder seasons (spring and autumn). Prices are usually lower, and there is less competition for rentals. If you're looking for a villa during the peak season (summer), book well in advance, especially if you want a specific property.
  • What are the best villa rentals for families and kids in Cortona?

  • What are the top hiking trails near Cortone?

    There are many great hiking trails near Cortona. The Sentiero della Bonaccia is a popular choice, offering stunning views of the Valdichiana valley. Another great option is the Sentiero del Lago Trasimeno, which follows the shores of Lake Trasimeno. For a more challenging hike, try the Sentiero del Monte Cetona.
  • What are the best pet friendly villa rentals in Cortona?

    The best pet friendly villa rentals in Cortona are Wonderful Casa Idilio Cortona, Charming House In Cortona - Tuscany and La Casa Di Letizia.

  • What are the advantages of renting a house or a villa in Cortone

    Renting a villa in Cortona offers a more private and spacious accommodation option compared to a hotel. You have your own kitchen and living space, allowing you to cook your own meals and relax in comfort. It's also a great option for families or groups of friends traveling together.
  • What are the best villa rentals with parking in Cortona?

  • Are there popular destinations near Cortone?

    Yes, there are many popular destinations near Cortona. Lake Trasimeno is a short drive away and offers water sports, boat trips, and charming towns like Castiglione del Lago. Arezzo is a beautiful medieval city with a rich history and art scene. The Tuscan countryside is also easily accessible, with vineyards, olive groves, and charming villages to explore.

Popular destinations

Holiday Homes with a Fireplace in Cortona, Italy

Find mountain houses with a fireplace in Cortona, Italy for cosy alpine evenings.

Villa Casale Della Torre - Cortona
No reviews

Villa Casale Della Torre

house, Cortona
Villa Casale della Torre, a private villa near Cortona, is situated approximately 34km from Piazza Grande and 39km from Montepulciano Terme, offering a tranquil escape whilst remaining conveniently close to major Tuscan landmarks.
This 230 square metre property boasts five bedrooms, five bathrooms, and accommodates up to 19 guests, featuring a private swimming pool, garden, terrace, free parking, and Wi-Fi; a fully equipped kitchen and fireplace complete this self-catering holiday home.
Borgo Elena Appartamento Focolare - Cortona
9.1 14 reviews

Borgo Elena Appartamento Focolare

gîte, Cortona
This Tuscan farmhouse is situated in the Cortona hills, 4 kilometres from the historic town of Cortona, with easy access to Arezzo, Siena, Perugia, Montepulciano, and Pienza within a 30-40 minute drive.
This pet-friendly, family-friendly gîte sleeps up to five guests across two bedrooms and one bathroom, offering a well-equipped kitchen, a swimming pool, parking, and on-site wine and olive oil production with tasting opportunities.
Villa Augusto - Cortona
10 2 reviews

Villa Augusto

house, Cortona
Holiday house rental with an excellent rating of 100% based on 2 reviews. Your accommodation will be located in Cortona.
Services and facilities include an iron, an airport shuttle and a swimming pool. This house also has air conditioning!
Agriturismo Il Torrino - Cortona
9.4 6 reviews

Agriturismo Il Torrino

farm, Cortona
Agriturismo Il Torrino is located in the Tuscan countryside, just 2 kilometres from the historic centre of Cortona and 35 kilometres from Arezzo, offering a peaceful retreat amidst rolling hills and olive groves. The property has received excellent ratings from previous guests for its location, cleanliness and overall experience.
The self-catering accommodation, covering 80 square metres, features one bedroom and one bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as a terrace with stunning views of the Chiana Valley and Lake Trasimeno. Guests can enjoy the outdoor swimming pool, BBQ facilities, and free Wi-Fi, along with a complimentary breakfast basket upon arrival.

Houses with a Hot Tub in Cortona, Italy

Soak under a canopy of pine trees in a steaming outdoor hot tub at mountain houses with a hot tub in Cortona, Italy.

Sweet Cortona - Cortona
9.2 42 reviews

Sweet Cortona

house, Cortona
Sweet Cortona is a holiday home located just 31 km from Piazza Grande in Arezzo, a charming medieval town, and 37 km from Terme di Montepulciano, a renowned spa resort. This property has received excellent ratings for location, cleanliness, and overall user experience.
The house spans 90 square meters and comfortably accommodates four guests in its three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private spa bath, a fully equipped kitchen, free Wi-Fi, and parking.
Casa Vinalia Inside The Etruscan Walls Of Cortona - Cortona
9.9 96 reviews

Casa Vinalia Inside The Etruscan Walls Of Cortona

apartment, Cortona
This Cortona holiday home, situated within a shared building but offering a private entrance and courtyard, enjoys stunning views of the Chiana Valley.
The two-bedroom, two-bathroom property features an open-plan living and kitchen area, a private courtyard with barbecue, Jacuzzi, spa, and parking; it also includes a well-equipped kitchen with a Delonghi oven and laundry facilities in a separate outbuilding.
Casa Primo Stylish-townhouse W/ Patio & Jetted Tub - Cortona
10 75 reviews

Casa Primo Stylish-townhouse W/ Patio & Jetted Tub

house, Cortona
Casa Primo, a two-bedroom holiday home in Cortona's historic centre, offers easy walking access to shops, restaurants, and major landmarks.
This excellently-rated property sleeps four guests and boasts a private garden, Jacuzzi, air conditioning, and a fully equipped kitchen including a dishwasher, all within a short distance of artisan workshops and art galleries.
Fattoria Del Nonno Berto - Cortona
9.8 15 reviews

Fattoria Del Nonno Berto

farm, Cortona
Fattoria del Nonno Berto is a farm stay situated near Cortona, approximately 30 kilometres from Piazza Grande and 39 kilometres from Montepulciano Terme.
This family-friendly farm offers guests a range of amenities including a swimming pool, jacuzzi, spa, restaurant, tennis court, and fitness centre, as well as packed lunches for exploring the Tuscan countryside.

See Guest-Favourite High-End Houses in Cortona, Italy

Experience rugged nature with elite five-star comforts and sweeping peak views at luxury mountain houses in Cortona, Italy.

San Eusebio - Cortona
9.1 20 reviews

San Eusebio

house, Cortona

Find the Best Family Holiday Homes in Cortona, Italy

Give the kids a classic wilderness adventure with a massive timber home and outdoor space at family mountain houses in Cortona, Italy.

Wonderful Private Villa With Wifi, Private Pool, A/c, Tv, Patio, Pets Allowed And Panoramic View - Cortona
10 18 reviews

Wonderful Private Villa With Wifi, Private Pool, A/c, Tv, Patio, Pets Allowed And Panoramic View

house, Cortona
Holiday Home In Cortona - Cortona
9.0 439 reviews

Holiday Home In Cortona

house, Cortona
La Casa Dei Nonni - Cortona
9.0 18 reviews

La Casa Dei Nonni

house, Cortona
Stunning Private Villa With Wifi, Private Pool, Patio, Pets Allowed And Panoramic View - Cortona
10 1 review

Stunning Private Villa With Wifi, Private Pool, Patio, Pets Allowed And Panoramic View

house, Cortona
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